CN101899247A - Woodenware polishing paint and preparation method thereof - Google Patents
Woodenware polishing paint and preparation method thereof Download PDFInfo
- Publication number
- CN101899247A CN101899247A CN2010101907018A CN201010190701A CN101899247A CN 101899247 A CN101899247 A CN 101899247A CN 2010101907018 A CN2010101907018 A CN 2010101907018A CN 201010190701 A CN201010190701 A CN 201010190701A CN 101899247 A CN101899247 A CN 101899247A
- Authority
- CN
- China
- Prior art keywords
- methyl
- acrylate
- unsaturated
- solvent
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003973 paint Substances 0.000 title claims abstract description 35
- 238000005498 polishing Methods 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 40
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 31
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 29
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 29
- 239000004814 polyurethane Substances 0.000 claims abstract description 27
- 229920002635 polyurethane Polymers 0.000 claims abstract description 26
- 229920000742 Cotton Polymers 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 15
- 230000008569 process Effects 0.000 claims abstract description 3
- 239000002904 solvent Substances 0.000 claims description 38
- 239000000178 monomer Substances 0.000 claims description 34
- -1 (methyl) methyl Chemical group 0.000 claims description 33
- 239000000243 solution Substances 0.000 claims description 32
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 21
- 238000006243 chemical reaction Methods 0.000 claims description 21
- 239000002994 raw material Substances 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 15
- 230000001476 alcoholic effect Effects 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 15
- 238000003756 stirring Methods 0.000 claims description 15
- 150000001298 alcohols Chemical class 0.000 claims description 14
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 12
- 229960004756 ethanol Drugs 0.000 claims description 12
- 239000003999 initiator Substances 0.000 claims description 12
- 238000010992 reflux Methods 0.000 claims description 12
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 229920002554 vinyl polymer Polymers 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- QXIQCNFSNJEMOD-UHFFFAOYSA-N 3-hydroxybutan-2-yl prop-2-enoate Chemical compound CC(O)C(C)OC(=O)C=C QXIQCNFSNJEMOD-UHFFFAOYSA-N 0.000 claims description 7
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 7
- VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical group CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 claims description 7
- 238000005303 weighing Methods 0.000 claims description 7
- 239000004593 Epoxy Chemical class 0.000 claims description 6
- 150000001408 amides Chemical class 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 238000007599 discharging Methods 0.000 claims description 6
- 150000002191 fatty alcohols Chemical class 0.000 claims description 6
- 125000002768 hydroxyalkyl group Chemical class 0.000 claims description 6
- 150000007518 monoprotic acids Chemical class 0.000 claims description 6
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 claims description 6
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 5
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 4
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 3
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 claims description 3
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical group CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 3
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 3
- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 238000010792 warming Methods 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims 2
- 239000011347 resin Substances 0.000 abstract description 10
- 229920005989 resin Polymers 0.000 abstract description 10
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 230000008901 benefit Effects 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 3
- 238000001035 drying Methods 0.000 abstract description 2
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- 238000005299 abrasion Methods 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 abstract 1
- 229920005749 polyurethane resin Polymers 0.000 abstract 1
- 238000005516 engineering process Methods 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000007704 transition Effects 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- 238000004566 IR spectroscopy Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 2
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F218/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid
- C08F218/02—Esters of monocarboxylic acids
- C08F218/04—Vinyl esters
- C08F218/08—Vinyl acetate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
- C08F220/343—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate in the form of urethane links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a woodenware polishing paint and a preparation method thereof. Film-forming substances of the woodenware polishing paint are polyurethane modified acrylic resin and nitro-cotton. The resin has a structure of amino formic acid alkyl ester, has the characteristics of polyurethane and acrylic resin, presents good performance, wide applicable base materials and enhanced composite fastness, has the advantages of environmental protection, simple process and low price, and can be dissolved in alcohol or ester solvent. The woodenware polishing paint prepared by the method has the advantages of good leveling property, high drying speed, good abrasion resistance, simple production process, low cost and the like.
Description
Technical field
The present invention relates to a kind of woodenware polishing paint and preparation method thereof, belong to chemical field.
Background technology
Woodenware polishing paint is by resin, auxiliary agent and solvent composition, and how and in use use which kind of solvent cut the performance of lacquer is mainly determined by resin; Woodenware polishing paint mostly is urethane resin, acrylic resin and vinyl chloride-vinyl acetate copolymer resin etc. with resin at present, and they make solvent with the benzene class mostly, and not only price is more expensive, and environmental pollution is bigger when producing and use.
Summary of the invention
The object of the present invention is to provide a kind of woodenware polishing paint.Particularly, the invention provides a kind of acrylic resin modified woodenware polishing paint of new polyurethane that comprises.
Another object of the present invention is, a kind of method for preparing woodenware polishing paint of the present invention is provided, and the application of this woodenware polishing paint.
Woodenware polishing paint provided by the invention comprises polyurethane modified acrylic resin, and wherein, the content of polyurethane modified acrylic resin is 17.5-27.5wt%, is preferably 20-25wt%.
Woodenware polishing paint provided by the invention also comprises nitro-cotton alcoholic solution and/or solvent; Wherein, the nitro-cotton alcoholic solution is that 10-30wt%, solvent are 10-15wt%; Preferably, the nitro-cotton alcoholic solution is that 15-25wt%, solvent are 10-15wt%.
Described solvent is selected from one or more the mixture in vinyl acetic monomer, butanols and the ethanol, and the concentration of described nitro-cotton alcoholic solution is 70wt%.
In one embodiment, described solvent comprises 2-5wt% dibutylester, 10-15wt% vinyl acetic monomer, 3-10wt% butanols and 10-15wt% dehydrated alcohol.
In one embodiment, the proportioning raw materials for preparing woodenware polishing paint of the present invention is more preferably:
Polyurethane modified acrylic resin solution (solid content 50wt%) 40-50wt%,
Nitro-cotton alcoholic solution (solid content 30wt%) 15-25wt%,
Dibutylester 2-5wt%,
Vinyl acetic monomer 10-15wt%,
Butanols 3-10wt%,
Dehydrated alcohol 10-15wt%.
As one of preferred embodiment, among the present invention, the exemplary configuration formula of described polyurethane modified acrylic resin is shown in the formula 1:
Formula 1
Wherein, R
1Be H or CH
3, R
2Be CH
3, C
2H
5, C
4H
9Or C
8H
17, R
3Be H or COOH;
X is
R wherein
4Be C
2H
4Or C
3H
6R
5For
R
6Be C
2H
7
Y is OH, NH
2Or
M, n, k, l are respectively 0 or positive integer.
Among the present invention, the number-average molecular weight of polyurethane modified acrylic resin is 10000～80000, is preferably 30000～50000.
In the present invention, polyurethane modified acrylic resin is by following materials of weight proportions monomer:
Contain the two keys of C=C and-monomer 2～10 weight parts of NHCOO-,
Acrylate 22～55 weight parts,
Active function groups compound 6～15 weight parts,
And add 0.2～1.1% of above-mentioned total monomer weight, and be preferably 0.2～0.9% initiator, as Diisopropyl azodicarboxylate and/or benzoyl peroxide, make solvent with alcohols and/or ester class, adopt batch charging, solution polymerization process to make.Wherein, temperature of reaction is preferably 70～85 ℃, more preferably is 80 ℃.
In one embodiment, the starting monomer weight proportion for preparing polyurethane modified acrylic resin of the present invention is:
Contain the two keys of C=C and-monomer 4～8 weight parts of NHCOO-,
Active function groups compound 6～10 weight parts.
The method for preparing polyurethane modified acrylic resin solution of the present invention is:
(1) take by weighing raw material by following proportioning:
The first component: vinyl acetate 15～30 weight parts,
Acrylate 5～12 weight parts,
Alcohols and/or esters solvent, the amount of solvent are 10～35% of above-mentioned vinyl acetate and acrylate gross weight, are preferably 20～30%;
The second component: contain the two keys of C=C and-monomer 2～10 weight parts of NHCOO-,
Vinyl acetate 15～30 weight parts,
Acrylate 17～43 weight parts,
Active function groups compound 6～15 weight parts,
Initiator, the amount of initiator account for other raw materials in the second component gross weight 0.1～0.7%, be preferably 0.1～0.6%;
Third component: initiator, account for 0.1～0.4% of first component and second component raw material gross weight, be preferably 0.1～0.3%,
Alcohols and/or esters solvent, the amount of solvent are about 10～25 times of initiator amount in third component;
(2) the first component is added in the reactor, stir, be warming up to reflux temperature;
(3) under stirring and reflux temperature, the second component is slowly splashed in the reactor, be added dropwise to complete the back and continue reaction 0.5～1.5 hour, be preferably 1 hour, the dropping time is preferably 1.5～4 hours, more preferably 2～3 hours, most preferably is 3 hours;
(4) after step (3) is finished, immediately third component is slowly splashed in the reactor, be added dropwise to complete the back and continue reaction 1-3 hour, preferred 2 hours, wherein the dropping time was preferably 0.25～0.75 hour, more preferably 0.5 hour, temperature of reaction preferably is controlled between 70～85 ℃, more preferably 80 ℃;
(5) after step (4) is finished,, add the dilution of an amount of alcohols and/or esters solvent immediately according to the concentration requirement of product, cooling while stirring, the temperature of charge in the reactor is reduced to certain temperature discharging when following, promptly gets polyurethane modified acrylic resin solution.Wherein, the temperature of charge in the reactor is preferably reduced to below 50 ℃, discharging in the time of more preferably below 30 ℃, and the solid content of polyurethane modified acrylic resin solution is preferably 40wt%～70wt%, more preferably 50wt%.
Among the present invention, contain the two keys of C=C and-monomer of NHCOO-is that following method obtains: by vulcabond: hydroxyalkyl acrylate: fatty alcohol=1: 1: 1 (mol ratio) or by monoisocyanates: hydroxyalkyl acrylate=1: 1 (mol ratio) is as raw material, make solvent with ethyl acetate, under the katalysis of catalyzer such as organic tin catalyzer, make contain the two keys of C=C and-monomer of NHCOO-, wherein temperature of reaction preferably is controlled at 40～50 ℃, more preferably 40～45 ℃, reaction times is preferably 3～5 hours, more preferably 4 hours.The present invention adopts the charging technology of slow dropwise addition of acrylic acid hydroxyalkyl by the specific proportioning raw materials of control, and react fully and carry out, until-till NCO reacts completely.
Described monoisocyanates is methyl isocyanate and/or ethyl isocyanate; Described vulcabond is any one or more the mixture in tolylene diisocyanate (TDI), diphenylmethanediisocyanate (MDI), hexamethylene diisocyanate (HDI), isophorone diisocyanate (IPDI), xylylene diisocyanate and the naphthalene diisocyanate; Described hydroxyalkyl acrylate is (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate; Described fatty alcohol is an aliphatic monobasic alcohol, and the aliphatic monobasic alcohol of preferred 10 following carbon atoms most preferably is the aliphatic monobasic alcohol that contains 4 following carbon atoms.
Described organic tin catalyzer is preferably stannous octoate and/or dibutyl tin laurate.
Among the present invention, alcohols and/or esters solvent are any one or more the mixture in ethanol, Virahol and the ethyl acetate.
Among the present invention, acrylate is any one or more the mixture in (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, Isooctyl acrylate monomer and (methyl) glycidyl acrylate.
Among the present invention, the active function groups compound is any one or more the mixture in unsaturated monoprotic acid, unsaturated dibasic acid, unsaturated acid hydroxyalkyl, epoxy compounds, unsaturated amides and the unsaturated N-hydroxyalkyl amide.Wherein, described unsaturated monoprotic acid is vinylformic acid and/or methacrylic acid, described unsaturated dibasic acid is a butene dioic acid, described unsaturated acid hydroxyalkyl is (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate, described epoxy compounds is the ester of (methyl) glycidyl acrylate and/or unsaturated acid and diepoxides reaction generation, described unsaturated amides is acrylamide and/or Methacrylamide, and described unsaturated N-hydroxyalkyl amide is a n-methylolacrylamide.
On the other hand, the invention provides a kind of method for preparing woodenware polishing paint of the present invention, polyurethane modified acrylic resin solution, nitro-cotton alcoholic solution and stirring solvent are mixed get final product.In case of necessity, the gained mixture can be filtered, filtrate is woodenware polishing paint of the present invention.
Woodenware polishing paint provided by the invention, the structure that contains carboxylamine alkane ester, have the characteristics of urethane and acrylic resin concurrently, present good performance, wide, the compound fastness of its applicable base materials strengthens and has environmental protection, simple, the advantages of cheap price of technology, can dissolve in alcohol or esters solvent.Woodenware polishing paint with the present invention preparation has good leveling property, rate of drying is fast, wear resistance good, the advantage that the simple and cost of production technique is low etc.
Mode below by specific embodiment is further described the present invention; but should not be construed as is limiting the scope of the invention; all based on above-mentioned technological thought, the modification, replacement, the change that utilize ordinary skill knowledge and customary means to make all belong to scope of the present invention.
Description of drawings
Fig. 1 be the present invention contain the two keys of C=C and-the monomeric Infrared spectroscopy figure (sample is embodiment 2 prepared products) of NHCOO-.
Adopt infrared spectra (IR) technical Analysis differentiated the present invention by embodiment 2 preparations contain C=C two keys and-monomer of NHCOO-.The result shows, contain in this monomer the two keys of C=C and-the NHCOO-group, and the N=C=O complete reaction (it is at 2280cm
-1Near charateristic avsorption band does not exist).From figure, can get: 3345.9cm
-1: be that the stretching vibration of N-H key absorbs; 1728.3cm
-1: the stretching vibration that is the C=O key absorbs; 1538.5cm
-1: be that the N-H in-plane bending vibration absorbs; 1241.9cm
-1And 1047.8cm
-1: (C) stretching vibration of key absorbs C-O.Show in this monomer to contain-the NHCOO-group.In addition, 1636.7cm
-1And 1604.4cm
-1Be the stretching vibration absorption peak of C=C key, show and contain the two keys of C=C in this monomer.
Embodiment
Embodiment 1: the preparation example of polyurethane modified acrylic resin
(1) contain the two keys of C=C and-the monomeric preparation of NHCOO-
Take by weighing 5.13kg (90mol) methyl isocyanate and 15kg acetoacetic ester solvent, add and be equipped with in the reactor of whipping appts, reflux exchanger, heating temperature control and Dropping feeder, add the 0.03kg stannous octoate catalyst, slowly add 10.44kg (90mol) Hydroxyethyl acrylate by the dropping mode, controlled temperature is at 40-45 ℃, reacted 3 hours, make concentration and be 50% contain the two keys of C=C and-the monomer 30.6kg of NHCOO-.
(2) in the reactor that whipping appts, reflux exchanger, heating temperature control and Dropping feeder are housed, add the mixing solutions of forming by following component successively.Earlier following first component is added in the reactor, stirring, heat temperature raising are to about 75 ℃ of reflux temperatures; Under reflux temperature the second component is slowly added in the reactor, the time of dropping always is 2 hours, dropwises the back and continues 75 ℃～80 ℃ reactions 1 hour; Then third component is slowly added in the still, need 0.5 hour approximately, the control temperature of charge continues reaction 2 hours between 80～85 ℃; In reactor, add 30kg acetoacetic ester and 50kg ethanol, cooling while stirring, the discharging when temperature of charge in the still is reduced to below 50 ℃.Make solid content and be 50% polyurethane modified acrylic resin solution 201.9kg.
Take by weighing raw material by following proportioning:
First component: vinyl acetate 30kg
Methyl acrylate 7kg
Ethanol 11kg
The second component: contain the two keys of C=C and-the monomer 10kg of NHCOO-
Vinyl acetate 30kg
Methyl acrylate 10kg
Butyl acrylate 11kg
Vinylformic acid 2kg
Hydroxyethyl acrylate 5kg
Diisopropyl azodicarboxylate 0.7kg
Third component: Diisopropyl azodicarboxylate 0.2kg
Ethanol 5kg
Adopt differential scanning calorimetric analysis method (DSC) to measure the second-order transition temperature of gained multipolymer, this multipolymer second-order transition temperature is 13.4 ℃.
Embodiment 2: the preparation example of polyurethane modified acrylic resin
(1) contain the two keys of C=C and-the monomeric preparation of NHCOO-
Take by weighing 6.96kg (40mol) tolylene diisocyanate (TDI) and 14kg acetoacetic ester solvent respectively, add and be equipped with in the reactor of whipping appts, reflux exchanger, heating temperature control and Dropping feeder, add the 0.026kg stannous octoate catalyst, slowly add 5.2kg (40mol) Propylene glycol monoacrylate by the dropping mode, controlled temperature is at 40～50 ℃, reacted 2 hours, add 1.84kg (40mol) ethanol then, continue reaction 2 hours, make concentration and be 50% contain the two keys of C=C and-the monomer 28kg of NHCOO-.
Get an amount of gained monomer, adopt liquid-film method to carry out Infrared spectroscopy (test result is seen Fig. 1) according to this area routine techniques means.
(2) in the reactor that whipping appts, reflux exchanger, heating temperature control and Dropping feeder are housed, add the mixing solutions of forming by following component successively.Earlier following first component is added in the reactor, stirring, heat temperature raising are to about 75 ℃ of reflux temperatures; Under reflux temperature the second component is slowly added in the reactor, the time of dropping always is 1.5 hours, dropwises the back and continues 75 ℃～80 ℃ reactions 1.5 hours; Then third component is slowly added in the still, need 0.75 hour approximately, the control temperature of charge continues reaction 1 hour between 75～80 ℃; In reactor, add 35kg acetoacetic ester and 52kg alcohol, cooling while stirring, the discharging when temperature of charge in the still is reduced to below 50 ℃.Make solid content and be 50% polyurethane modified acrylic resin solution 201kg.
Take by weighing raw material by following proportioning:
First component: vinyl acetate 16kg
Butyl acrylate 12kg
Ethanol 6kg
The second component: contain the two keys of C=C and-monomer (50% solution) 4kg of NHCOO-
Vinyl acetate 17kg
Butyl acrylate 20kg
Methyl methacrylate 23kg
Vinylformic acid 5kg
Methacrylic acid 5kg
Diisopropyl azodicarboxylate 0.6kg
Third component: Diisopropyl azodicarboxylate 0.4kg
Ethanol 5kg
Adopting gel permeation chromatography (GPC) is that standard is analyzed with the polystyrene, records this multipolymer number-average molecular weight (M
n) be 4.0046 * 10
4
Adopt differential scanning calorimetric analysis method (DSC) to measure the second-order transition temperature of gained multipolymer, this multipolymer second-order transition temperature is 16.7 ℃.
Embodiment 3: the example for preparing woodenware polishing paint of the present invention
Proportioning raw materials is as follows:
By 45 kilograms of the resin solutions (solid content 50wt%) of embodiment 1 preparation
20 kilograms of nitro-cotton alcoholic solutions (30wt%)
3 kilograms of dibutylesters
12 kilograms of vinyl acetic monomers
8 kilograms in butanols
12 kilograms of dehydrated alcohols
Concrete production stage comprises:
Above-mentioned raw materials is put into container, stir and allowed its thorough mixing be uniformly dispersed in 10 minutes, more after filtration.
Embodiment 4: the example for preparing woodenware polishing paint of the present invention
Proportioning raw materials is as follows:
By 40 kilograms of the resin solutions (solid content 50wt%) of embodiment 2 preparation
25 kilograms of nitro-cotton alcoholic solutions (30wt%)
5 kilograms of dibutylesters
10 kilograms of vinyl acetic monomers
5 kilograms in butanols
15 kilograms of dehydrated alcohols
Technology with production of resins printing ink of the present invention is as follows:
Concrete production stage comprises:
Above-mentioned raw materials is put into container, stir and allowed its thorough mixing be uniformly dispersed in 10 minutes, more after filtration.
Embodiment 5: the example for preparing woodenware polishing paint of the present invention
Proportioning raw materials is as follows:
By 50 kilograms of the resin solutions (solid content 50wt%) of embodiment 2 preparation
15 kilograms of nitro-cotton alcoholic solutions (30wt%)
3 kilograms of dibutylesters
12 kilograms of vinyl acetic monomers
10 kilograms in butanols
10 kilograms of dehydrated alcohols
Technology with production of resins woodenware polishing paint of the present invention is as follows:
Concrete production stage comprises:
Above-mentioned raw materials is put into container, stir and allowed its thorough mixing be uniformly dispersed in 10 minutes, more after filtration.
Claims (10)
1. a woodenware polishing paint is characterized in that, described woodenware polishing paint comprises polyurethane modified acrylic resin; Wherein, the content of polyurethane modified acrylic resin is 17.5-27.5wt%, is preferably 20-25wt%.
2. woodenware polishing paint according to claim 1 is characterized in that, described polyurethane modified acrylic resin is by following monomer component:
Contain the two keys of C=C and-monomer 2～10 weight parts of NHCOO-, be preferably 4～8 weight parts,
Vinyl acetate 30～60 weight parts are preferably 40～55 weight parts,
Acrylate 22～55 weight parts are preferably 30～50 weight parts,
Active function groups compound 6～15 weight parts are preferably 6～10 weight parts,
Add 0.2～1.1% of above-mentioned total monomer weight, be preferably 0.2～0.9% initiator, in alcohols and/or esters solvent, adopt batch charging, solution polymerization process makes, wherein, temperature of reaction is preferably 70～85 ℃, more preferably 80 ℃, described initiator is preferably Diisopropyl azodicarboxylate and/or benzoyl peroxide, described alcohols and/or esters solvent are preferably ethanol, the mixture of any one or more in Virahol and the ethyl acetate, described acrylate is preferably (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, the mixture of any one or more in Isooctyl acrylate monomer and (methyl) glycidyl acrylate, described active function groups compound is preferably unsaturated monoprotic acid, unsaturated dibasic acid, the unsaturated acid hydroxyalkyl, epoxy compounds, the mixture of any one or more in unsaturated amides and the unsaturated N-hydroxyalkyl amide.
3. woodenware polishing paint according to claim 2, it is characterized in that, the two keys of the described C=C of containing and-monomer of NHCOO-is with vulcabond: hydroxyalkyl acrylate: fatty alcohol=1: 1: 1 (mol ratio) is a raw material, make solvent with ethyl acetate, make under catalyst action, wherein temperature of reaction preferably is controlled at 40～50 ℃, more preferably 40～45 ℃, reaction times is preferably 3～5 hours, more preferably 4 hours; Described vulcabond is preferably any one or more the mixture in tolylene diisocyanate, diphenylmethanediisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate and the naphthalene diisocyanate; Described fatty alcohol is preferably aliphatic monobasic alcohol, more preferably contains the aliphatic monobasic alcohol of 10 following carbon atoms, most preferably is the aliphatic monobasic alcohol that contains 4 following carbon atoms; Described hydroxyalkyl acrylate is preferably (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate; Described catalyzer is preferably the organic tin catalyzer, more preferably stannous octoate and/or dibutyl tin laurate.
4. woodenware polishing paint according to claim 2, it is characterized in that, the two keys of the described C=C of containing and-monomer of NHCOO-is with monoisocyanates: hydroxyalkyl acrylate=1: 1 (mol ratio) is a raw material, make solvent with ethyl acetate, make under catalyst action, wherein temperature of reaction preferably is controlled at 40～50 ℃, more preferably 40～45 ℃, reaction times is preferably 3～5 hours, more preferably 4 hours; Described monoisocyanates is preferably methyl isocyanate and/or ethyl isocyanate; Described hydroxyalkyl acrylate is preferably (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate; Described catalyzer is preferably the organic tin catalyzer, more preferably stannous octoate and/or dibutyl tin laurate.
5. woodenware polishing paint according to claim 2, it is characterized in that, described unsaturated monoprotic acid is vinylformic acid and/or methacrylic acid, described unsaturated dibasic acid is a butene dioic acid, described unsaturated acid hydroxyalkyl is (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate, described epoxy compounds is the ester of (methyl) glycidyl acrylate and/or unsaturated acid and diepoxides reaction generation, described unsaturated amides is acrylamide and/or Methacrylamide, and described unsaturated N-hydroxyalkyl amide is a n-methylolacrylamide.
6. woodenware polishing paint according to claim 1 is characterized in that the number-average molecular weight of described polyurethane modified acrylic resin is 10000～80000, is preferably 30000～50000.
7. woodenware polishing paint according to claim 1 is characterized in that the preparation method of described polyurethane modified acrylic resin comprises the steps:
(1) takes by weighing equimolar vulcabond, hydroxyalkyl acrylate and fatty alcohol, or equimolar monoisocyanates and hydroxyalkyl acrylate are raw material, add in the reactor, in the presence of solvent and catalyzer, make contain the two keys of C=C and-monomer of NHCOO-, wherein solvent is preferably ethyl acetate, temperature of reaction preferably is controlled at 40～50 ℃, more preferably 40～45 ℃, the reaction times is preferably 3～5 hours, more preferably 4 hours;
(2) take by weighing the raw material of solution polymerization by following proportioning:
The first component: vinyl acetate 15～30 weight parts,
Acrylate 5～12 weight parts,
Alcohols and/or esters solvent, the amount of solvent be above-mentioned vinyl acetate and
10～35% of acrylate gross weight is preferably 20～30%;
The second component: contain the two keys of C=C and-monomer 2～10 weight parts of NHCOO-,
Vinyl acetate 15～30 weight parts,
Acrylate 17～43 weight parts,
Active function groups compound 6～15 weight parts,
Initiator, the amount of initiator account for the gross weight of other raw materials in the second component
0.1～0.7%, be preferably 0.1～0.6%;
Third component: initiator, the amount of initiator account for first component and second component raw material gross weight
0.1～0.4%, be preferably 0.1～0.3%,
Alcohols and/or esters solvent;
(3) the first component is added in the reactor, stir, be warming up to reflux temperature;
(4) under stirring and reflux temperature, the second component is slowly splashed in the reactor, be added dropwise to complete the back and continue reaction 0.5～1.5 hour, be preferably 1 hour, wherein, the dropping time is preferably 1.5～4 hours, more preferably 2～3 hours, most preferably is 3 hours;
(5) after step (4) is finished, immediately third component is slowly splashed in the reactor, be added dropwise to complete the back and continue reaction 1-3 hour, preferred 2 hours, wherein, the dropping time was preferably 0.25～0.75 hour, more preferably 0.5 hour, temperature of reaction preferably was controlled at 70～85 ℃, more preferably 80 ℃;
(6) after step (5) is finished, add the dilution of an amount of alcohols and/or esters solvent immediately, cooling while stirring, temperature of charge in the reactor is reduced to certain temperature discharging of following time, promptly get polyurethane modified acrylic resin solution, wherein, the temperature of charge in the reactor is preferably reduced to below 50 ℃, discharging in the time of more preferably below 30 ℃, the solid content of polyurethane modified acrylic resin solution is preferably 40wt%～70wt%;
Preferably, vulcabond described in the step (1) is any one or more the mixture in tolylene diisocyanate, diphenylmethanediisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate and the naphthalene diisocyanate; Described fatty alcohol is an aliphatic monobasic alcohol, more preferably contains the aliphatic monobasic alcohol of 10 following carbon atoms, most preferably is the aliphatic monobasic alcohol that contains 4 following carbon atoms; Described monoisocyanates is methyl isocyanate and/or ethyl isocyanate; Described hydroxyalkyl acrylate is (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate; Described catalyzer is the organic tin catalyzer, more preferably stannous octoate and/or dibutyl tin laurate; Acrylate described in the step (2) is (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, the mixture of any one or more in Isooctyl acrylate monomer and (methyl) glycidyl acrylate, described alcohols and/or esters solvent are ethanol, the mixture of one or more in Virahol and the ethyl acetate, described initiator is the mixture of any or they in Diisopropyl azodicarboxylate and the benzoyl peroxide, described active function groups compound is unsaturated monoprotic acid, unsaturated dibasic acid, the unsaturated acid hydroxyalkyl, epoxy compounds, the mixture of any one or more in unsaturated amides and the unsaturated N-hydroxyalkyl amide, wherein said unsaturated monoprotic acid is preferably vinylformic acid and/or methacrylic acid, described unsaturated dibasic acid is preferably butene dioic acid, described unsaturated acid hydroxyalkyl is preferably (methyl) Hydroxyethyl acrylate and/or (methyl) Propylene glycol monoacrylate, described epoxy compounds is preferably the ester that (methyl) glycidyl acrylate and/or unsaturated acid and diepoxides reaction generate, described unsaturated amides is preferably acrylamide and/or Methacrylamide, and described unsaturated N-hydroxyalkyl amide is preferably n-methylolacrylamide.
8. woodenware polishing paint according to claim 1 is characterized in that described woodenware polishing paint also comprises nitro-cotton alcoholic solution and/or solvent, and wherein, the nitro-cotton alcoholic solution is that 10-30wt%, solvent are 10-15wt%; Preferably, the nitro-cotton alcoholic solution is that 15-25wt%, solvent are 10-15wt%; Described solvent is selected from one or more the mixture in dibutylester, vinyl acetic monomer, butanols and the ethanol, and the concentration of described nitro-cotton alcoholic solution is 30wt%.
9. a method for preparing any described woodenware polishing paint of claim 1～8 mixes polyurethane modified acrylic resin solution, nitro-cotton alcoholic solution and stirring solvent; Wherein, the solid content of described polyurethane modified acrylic resin solution is preferably 40wt%～70wt%, 50wt% more preferably, the concentration of described nitro-cotton alcoholic solution is 30wt%, described solvent is selected from one or more the mixture in dibutylester, vinyl acetic monomer, butanols and the ethanol.
10. the method for preparing woodenware polishing paint according to claim 9, it is characterized in that, described solvent comprises dibutylester, vinyl acetic monomer, butanols and dehydrated alcohol, preferably, comprises 2-5wt% dibutylester, 10-15wt% vinyl acetic monomer, 3-10wt% butanols and 10-15wt% dehydrated alcohol.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010101907018A CN101899247B (en) | 2009-06-01 | 2010-05-27 | Woodenware polishing paint and preparation method thereof |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910059474.2 | 2009-06-01 | ||
| CN200910059474 | 2009-06-01 | ||
| CN2010101907018A CN101899247B (en) | 2009-06-01 | 2010-05-27 | Woodenware polishing paint and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101899247A true CN101899247A (en) | 2010-12-01 |
| CN101899247B CN101899247B (en) | 2012-08-22 |
Family
ID=43225079
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101700205A Active CN101899127B (en) | 2009-06-01 | 2010-05-04 | Polyurethane modified acrylic resin and preparation method thereof |
| CN2010101906848A Expired - Fee Related CN101899278B (en) | 2009-06-01 | 2010-05-27 | Double-component dry composite adhesive and method for preparing same |
| CN201010190680XA Expired - Fee Related CN101899246B (en) | 2009-06-01 | 2010-05-27 | Metal surface protection paint and method for preparing same |
| CN2010101907018A Active CN101899247B (en) | 2009-06-01 | 2010-05-27 | Woodenware polishing paint and preparation method thereof |
| CN2010101906903A Active CN101899236B (en) | 2009-06-01 | 2010-05-27 | High-temperature digestion resistant ink and preparation method thereof |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101700205A Active CN101899127B (en) | 2009-06-01 | 2010-05-04 | Polyurethane modified acrylic resin and preparation method thereof |
| CN2010101906848A Expired - Fee Related CN101899278B (en) | 2009-06-01 | 2010-05-27 | Double-component dry composite adhesive and method for preparing same |
| CN201010190680XA Expired - Fee Related CN101899246B (en) | 2009-06-01 | 2010-05-27 | Metal surface protection paint and method for preparing same |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010101906903A Active CN101899236B (en) | 2009-06-01 | 2010-05-27 | High-temperature digestion resistant ink and preparation method thereof |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US8410229B2 (en) |
| CN (5) | CN101899127B (en) |
| WO (1) | WO2010139222A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109705690A (en) * | 2019-01-09 | 2019-05-03 | 惠州市惠阳裕生化工有限公司 | A kind of alcohol-soluble environmental woodenware is pitch-dark and preparation method thereof |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102585739B (en) * | 2012-01-11 | 2013-07-31 | 合肥工业大学 | Adhesive for bonding fluoroplastics and metals and preparation method of adhesive |
| CN103772639A (en) * | 2012-10-21 | 2014-05-07 | 成都市新津托展油墨有限公司 | Polyurethane-polyacrylate ink resin and preparation method thereof |
| KR101628435B1 (en) | 2013-01-21 | 2016-06-08 | 제일모직주식회사 | Adhesive film, adhesive composition for the same and display member comprising the same |
| US9382456B2 (en) | 2013-06-21 | 2016-07-05 | Samsung Sdi Co., Ltd. | Adhesive film for polarizing plate, polarizing plate including the same, and optical display including the same |
| WO2015038254A2 (en) * | 2013-08-06 | 2015-03-19 | E. I. Du Pont De Nemours And Company | Aqueous inkjet inks containing polymeric binders with components to interact with cellulose |
| WO2015020935A2 (en) * | 2013-08-06 | 2015-02-12 | E. I. Du Pont De Nemours And Company | Aqueous pigment dispersions with components to interact with cellulose |
| CN103525190A (en) * | 2013-09-26 | 2014-01-22 | 黄山新力油墨科技有限公司 | PVC wood grain film printing white ink |
| CN103540191A (en) * | 2013-09-26 | 2014-01-29 | 黄山新力油墨科技有限公司 | PVC (polyvinyl chloride) wood grain film printing black ink |
| CN103525187A (en) * | 2013-09-26 | 2014-01-22 | 黄山新力油墨科技有限公司 | Temperature change resistant PVC wood grain film printing yellow ink |
| CN103525189A (en) * | 2013-09-26 | 2014-01-22 | 黄山新力油墨科技有限公司 | PVC wood grain film printing blue ink |
| CN103525188A (en) * | 2013-09-26 | 2014-01-22 | 黄山新力油墨科技有限公司 | Adhesive-free high-temperature self-bonding PVC wood grain film printing red ink |
| CN103540190B (en) * | 2013-09-26 | 2015-11-25 | 黄山新力油墨科技有限公司 | PVC wood grain film printing-ink |
| WO2015106771A1 (en) * | 2014-01-14 | 2015-07-23 | Kronoplus Technical Ag | Layered building board for inside and outside |
| CN104789104B (en) * | 2014-01-17 | 2017-05-10 | 佛山市顺德区博宜防腐涂料科技有限公司 | Hydroxyl group-containing polyurethane acrylate copolymer aqueous industrial paint with high mechanical performances |
| US10239988B2 (en) | 2014-02-06 | 2019-03-26 | Spartech Llc | Urethane vinyl copolymers and impact resistant sheets made therefrom |
| CN104531040A (en) * | 2014-10-09 | 2015-04-22 | 广东新展化工新材料有限公司 | Polyurethane acrylate sealant and preparation method thereof |
| CN104311724B (en) * | 2014-10-11 | 2017-04-26 | 湖南中汉高分子材料科技有限公司 | Preparation method of volatile polyacrylate elastic resin |
| CN104693373A (en) * | 2015-03-27 | 2015-06-10 | 广州慧谷化学有限公司 | Polyester modified water-based phosphorus-contained acrylic resin and preparation method and application thereof |
| CN104817656B (en) * | 2015-04-01 | 2017-04-12 | 苏州瑞红电子化学品有限公司 | Urethane-acrylate copolymer and photoresist composition thereof |
| CN105220576A (en) * | 2015-08-31 | 2016-01-06 | 刘惠强 | A kind of fire-retardant mica sheet wallpaper typography |
| CN105040527A (en) * | 2015-08-31 | 2015-11-11 | 刘惠强 | Flame-retardant gold foil wallpaper printing process |
| CN105034631A (en) * | 2015-08-31 | 2015-11-11 | 刘惠强 | Mica sheet wallpaper printing technology |
| CN105034630A (en) * | 2015-08-31 | 2015-11-11 | 刘惠强 | Inflaming retarding PVC (polyvinyl chloride) wallpaper printing technology |
| CN105059005A (en) * | 2015-08-31 | 2015-11-18 | 刘惠强 | Flame-retardant anaglyptic wallpaper printing process |
| CN105239465A (en) * | 2015-08-31 | 2016-01-13 | 刘惠强 | Flame-retarding plant wallpaper printing process |
| CN105040526A (en) * | 2015-08-31 | 2015-11-11 | 刘惠强 | Flame-retardant gravel wallpaper printing process |
| CN105220578A (en) * | 2015-08-31 | 2016-01-06 | 刘惠强 | A kind of fire-retardant xylon wallpaper typography |
| CN105040525A (en) * | 2015-08-31 | 2015-11-11 | 刘惠强 | Printing process of flame-retardant non-woven wallpaper |
| CN105059007A (en) * | 2015-08-31 | 2015-11-18 | 刘惠强 | Printing technology for flame-retardant suede wallpaper |
| CN105086872B (en) * | 2015-09-29 | 2017-08-29 | 福建诚安蓝盾实业有限公司 | PVC glued membranes and preparation method thereof |
| CN105271956A (en) * | 2015-11-18 | 2016-01-27 | 全椒县志宏机电设备设计有限公司 | Coating material for surface of mechanical device |
| CN106336822B (en) * | 2016-08-22 | 2017-09-19 | 广州市金万正印刷材料有限公司 | A kind of washable removal pressure-sensitive adhesive and preparation method and label |
| CN106478890B (en) * | 2016-09-22 | 2019-02-12 | 佛山市顺德区巴德富实业有限公司 | A kind of polyurethane/polyvinyl acetate hybridisation emulsion and preparation method thereof |
| CN106759975B (en) * | 2016-12-05 | 2019-02-15 | 青岛天源伟业保温防水工程有限公司 | A kind of construction method of EPS wall thermal insulation structure |
| CN106854395A (en) * | 2016-12-26 | 2017-06-16 | 海宁市佳峰彩印包装有限公司 | A kind of fastness high improves litho ink and preparation method thereof |
| CN106810647B (en) * | 2016-12-27 | 2020-08-11 | 东莞市浩彩油墨科技有限公司 | Water-based ink resin binder and preparation method thereof |
| CN106832221B (en) * | 2017-02-17 | 2017-12-29 | 佛山市三求光固材料股份有限公司 | The photocuring of structure containing oxazolidone heat reactive resin, its preparation method and the photosensitive solder resist material containing it |
| CN106947338B (en) * | 2017-04-12 | 2019-09-06 | 宁波宏迪尺业有限公司 | A kind of dedicated water paint of tape measure and preparation method thereof |
| CN108165228A (en) * | 2017-12-01 | 2018-06-15 | 陈合华 | A kind of preparation method of high-adhesive-strength laminated glass glue |
| CN110606904A (en) * | 2018-06-15 | 2019-12-24 | 赵锦程 | Modified resin for water-based material and preparation method thereof |
| CN109976114A (en) * | 2019-03-05 | 2019-07-05 | 湖北雨田科技有限公司 | A kind of printing shelf-stable color toner and preparation method thereof |
| CN110204685B (en) * | 2019-05-27 | 2020-09-22 | 华南理工大学 | Tri-functionality polyurethane acrylate resin and preparation method and application thereof |
| CN111019432A (en) * | 2019-12-05 | 2020-04-17 | 曾令涛 | Printing ink for 3D composite board mobile phone shell and preparation method thereof |
| CN111154329A (en) * | 2019-12-23 | 2020-05-15 | 广东东方一哥新材料股份有限公司 | Waterborne gravure grindable resin and preparation method thereof |
| CN111286294B (en) * | 2020-03-25 | 2021-05-28 | 北京高盟新材料股份有限公司 | Acrylate modified moisture curing reaction type polyurethane hot melt adhesive and preparation method thereof |
| CN111925504B (en) * | 2020-08-21 | 2021-05-04 | 广州佐晟化妆品有限公司 | Castor oil-based polyurethane acrylic resin and methyl oil glue prepared from resin |
| CN112515289A (en) * | 2020-11-20 | 2021-03-19 | 福建晋江市光宇鞋模有限公司 | Novel sole and sole manufacturing method |
| CN112625152B (en) * | 2020-12-17 | 2022-02-22 | 常熟国和新材料有限公司 | Acrylate resin for long-chain alkyl isocyanate modified ink and preparation method thereof |
| CN112778962A (en) * | 2021-01-12 | 2021-05-11 | 亿铖达（深圳）新材料有限公司 | Efficient environment-friendly black UV adhesive |
| CN112980282A (en) * | 2021-02-01 | 2021-06-18 | 广东东旭化学工业制造有限公司 | Water-based heat insulation coating and preparation method thereof |
| CN113214509A (en) * | 2021-04-08 | 2021-08-06 | 东莞市米儿塑胶原料有限公司 | Preparation method of yellowing-resistant TPU master batch |
| CN113150477B (en) * | 2021-05-25 | 2022-10-04 | 东莞市冠力胶业有限公司 | High-stability absorbent plastic and preparation method thereof |
| CN113817348A (en) * | 2021-10-22 | 2021-12-21 | 海南必凯水性新材料有限公司 | Special coating for wooden furniture, preparation method and application thereof |
| CN113831888B (en) * | 2021-10-26 | 2023-05-09 | 厦门长塑实业有限公司 | Composite glue and composite film for biaxially oriented polylactic acid and preparation method thereof |
| CN114574056B (en) * | 2022-03-22 | 2023-03-28 | 浙江鑫柔科技有限公司 | Thermoplastic weather-proof protective coating material and preparation method and application thereof |
| CN114716898B (en) * | 2022-04-15 | 2022-09-23 | 铁科腾跃科技有限公司 | Interpenetrating network structure polyurethane modified acrylate self-cleaning strippable coating |
| CN115287014B (en) * | 2022-07-07 | 2024-01-26 | 江苏景宏新材料科技有限公司 | Water-based acrylate pressure-sensitive adhesive for protective film and preparation method thereof |
| CN115073967A (en) * | 2022-08-08 | 2022-09-20 | 上海赫宇印刷有限公司 | High-adhesion environment-friendly ink and printing process thereof |
| CN115373223A (en) * | 2022-08-09 | 2022-11-22 | 浙江铭天电子新材料有限公司 | Preparation method of water-soluble dry film polyurethane modified acrylic resin polymer for photoetching |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1137052A (en) * | 1995-04-21 | 1996-12-04 | 巴斯福公司 | Coating compositions and method of using them |
| US6635706B1 (en) * | 1999-06-23 | 2003-10-21 | Reichhold, Inc. | Urethane-acrylic hybrid polymer dispersion |
| CN101090917A (en) * | 2005-07-15 | 2007-12-19 | 邹文俊 | Alcoholic soluble resin and preparation method thereof |
| CN101143979A (en) * | 2007-10-17 | 2008-03-19 | 西南化工研究设计院 | Anti-flaming ultraviolet radiation solidifying coating for metal |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3208963A (en) * | 1962-01-25 | 1965-09-28 | Nat Starch Chem Corp | Novel terpolymers |
| DE3914374A1 (en) * | 1989-04-29 | 1990-10-31 | Basf Ag | THROUGH ULTRAVIOLET RADIATION UNDER AIR OXYGEN ATMOSPHERIC CROSSLINKABLE COPOLYMERS |
| CN1035772C (en) | 1992-01-16 | 1997-09-03 | 中国林业科学研究院林产化学工业研究所 | Method for producing acrylic acid adhesive |
| CN100363447C (en) * | 2005-03-24 | 2008-01-23 | 郑州大学 | Modified water-proof acrylic acid paint |
| CN1702123A (en) * | 2005-06-06 | 2005-11-30 | 贺文海 | Aqueous thermal-resistant anti-boiling ink |
| CN100400612C (en) | 2005-09-19 | 2008-07-09 | 北京高盟化工有限公司 | Prepn of water-base composite acrylic adhesive |
| CN100443539C (en) * | 2006-03-08 | 2008-12-17 | 北京化工大学 | Room temperature crosslinking curing polyurethane-polyacrylic ester composite aqueous emulsion and preparing method thereof |
| CN100376637C (en) * | 2006-09-11 | 2008-03-26 | 中国化工建设总公司常州涂料化工研究院 | Dual curing coating |
| CN100473670C (en) * | 2006-12-18 | 2009-04-01 | 钟文军 | Alcohol water-soluble resin and method for making the same |
| JP2008248237A (en) * | 2007-03-08 | 2008-10-16 | Kansai Paint Co Ltd | Water-based one-package coating and method for forming multilayer coating film |
| CN101157749B (en) * | 2007-09-10 | 2011-08-10 | 浙江新力化工有限公司 | Polyurethane modified acrylic acid emulsion and preparation method thereof |
| CN101173032A (en) * | 2007-10-15 | 2008-05-07 | 广州市博兴化工科技有限公司 | Large-molecular weight polyurethane acrylic ester and synthesizing method thereof |
| CN101284980B (en) * | 2008-06-05 | 2012-07-18 | 江苏工业学院 | Preparation method of waterborne polyurethane adhesive and application in roads reflecting material |
| CN101307194B (en) * | 2008-06-27 | 2010-12-08 | 江苏科技大学 | Organic-inorganic hybridization ultraviolet cured paint for protecting metallic surface |
-
2010
- 2010-05-04 WO PCT/CN2010/072430 patent/WO2010139222A1/en active Application Filing
- 2010-05-04 CN CN2010101700205A patent/CN101899127B/en active Active
- 2010-05-27 CN CN2010101906848A patent/CN101899278B/en not_active Expired - Fee Related
- 2010-05-27 CN CN201010190680XA patent/CN101899246B/en not_active Expired - Fee Related
- 2010-05-27 CN CN2010101907018A patent/CN101899247B/en active Active
- 2010-05-27 CN CN2010101906903A patent/CN101899236B/en active Active
-
2011
- 2011-11-30 US US13/308,109 patent/US8410229B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1137052A (en) * | 1995-04-21 | 1996-12-04 | 巴斯福公司 | Coating compositions and method of using them |
| US6635706B1 (en) * | 1999-06-23 | 2003-10-21 | Reichhold, Inc. | Urethane-acrylic hybrid polymer dispersion |
| CN101090917A (en) * | 2005-07-15 | 2007-12-19 | 邹文俊 | Alcoholic soluble resin and preparation method thereof |
| CN101143979A (en) * | 2007-10-17 | 2008-03-19 | 西南化工研究设计院 | Anti-flaming ultraviolet radiation solidifying coating for metal |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109705690A (en) * | 2019-01-09 | 2019-05-03 | 惠州市惠阳裕生化工有限公司 | A kind of alcohol-soluble environmental woodenware is pitch-dark and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| US20120142871A1 (en) | 2012-06-07 |
| CN101899127B (en) | 2012-07-25 |
| CN101899247B (en) | 2012-08-22 |
| CN101899246B (en) | 2012-09-26 |
| CN101899236B (en) | 2012-07-04 |
| CN101899246A (en) | 2010-12-01 |
| US8410229B2 (en) | 2013-04-02 |
| CN101899236A (en) | 2010-12-01 |
| CN101899127A (en) | 2010-12-01 |
| WO2010139222A1 (en) | 2010-12-09 |
| CN101899278B (en) | 2012-09-26 |
| CN101899278A (en) | 2010-12-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101899247A (en) | Woodenware polishing paint and preparation method thereof | |
| CN101357978B (en) | Waterborne polyurethane-polyacrylate emulsion and preparation method thereof | |
| CN1962710B (en) | Hydrophilic polyisocyanate mixtures | |
| CN101235195B (en) | Cation water polyurethane/acrylic ester composite emulsion and preparation method thereof | |
| CN101235129B (en) | Method for preparing polybutadiene-base water polyurethane and modified emulsion thereof | |
| CN102219886B (en) | Preparation method of aqueous polyurethane emulsion with high solid content | |
| TW494091B (en) | Water-dispersible or water-soluble polyurethanes as additives for building materials | |
| CN101475679B (en) | Aqueous polyurethane acrylate resin, and preparation and use thereof | |
| CN101709108B (en) | Method for preparing room-temperature self-crosslinking water-based polyurethane emulsion | |
| JP4695320B2 (en) | High functional water dispersible polyisocyanate mixture | |
| CN102516465A (en) | High-elasticity waterborne polyurethane-acrylate composite resin, and preparation method and application thereof | |
| CN102190789A (en) | Preparation method of polyurethane acrylate resin | |
| CN1329625A (en) | Malonic acid ester/triazole mixed HDI trimer/formaldehyde stabilization | |
| CN101372530A (en) | Water-based light-cured polyurethane resin and preparation method thereof | |
| CN105175661A (en) | Polyurethane-acrylic ester composite emulsion of core-shell interpenetrating polymer network structure and preparation method thereof | |
| EP3277693B1 (en) | (meth)acrylate-functionalized extended isosorbide | |
| CN103242254B (en) | Preparation method of HDI-TDI (Hexamethylene Diisocyanate-Toluene Diisocynate) polyurethane tripolymer | |
| CN104479103B (en) | Polyurethane curing agent having high functionality, preparation method and use thereof | |
| CN103772618A (en) | Acrylate modified polyurethane resin for leather finish and preparation method thereof | |
| Petit et al. | Ambient cure high solids acrylic resins for automotive refinish clear coat applications | |
| CN103073699B (en) | Polyurethane curing agent and preparation method thereof | |
| JP2000212240A (en) | Polyurethane prepolymer composition for coating material, its preparation, and coating material composition using the same | |
| US4990583A (en) | Copolymers containing isocyanate and acid anhydride groups, a process for their preparation and their use as a binder components | |
| JP6425986B2 (en) | Urethane (meth) acrylate, active energy ray-curable urethane (meth) acrylate composition and cured product thereof | |
| CN109824852A (en) | A kind of polyurethane curing agent |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: CHANGSHU GUOHE NEW MATERIALS CO., LTD. Free format text: FORMER OWNER: ZHONG WENJUN Effective date: 20130314 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 610065 CHENGDU, SICHUAN PROVINCE TO: 215534 SUZHOU, JIANGSU PROVINCE |
|
| TR01 | Transfer of patent right |
Effective date of registration: 20130314 Address after: 6 building, International Building, No. 88, Tong Kong Road, Changshou City Economic Development Zone, Jiangsu, Suzhou, Binjiang 215534, China Patentee after: Changshu Guohe New Materials Co., Ltd. Address before: 610065 352 box 24, south section of first ring road, Wuhou District, Sichuan, Chengdu Patentee before: Zhong Wenjun |